N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-l-serine

Name: N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-l-serine
Brand: ChemScene
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CAS No. 1354752-75-2
Cat. No. CS-0199736
Molecule weight365.38
Purity≥97%
MDL No.None

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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-l-serine|CS-0199736

Structure of 1354752-75-2

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General Information

CAS No. 1354752-75-2
Cat. No. CS-0199736
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₁H₁₉NO₅
Molecular Weight 365.38
Synonym(s) Fmoc-Ser(O-propargyl)-OH
SMILES C(OC(N[C@@H](COCC#C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Description

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-l-serine is a protected serine derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group for N-terminal protection and a propargyloxy moiety for O-protecting, enabling orthogonal handling in peptide synthesis. The alkyne functionality facilitates click chemistry applications. This stable, bench-ready reagent supports efficient coupling workflows under standard conditions.

Application

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-L-serine serves as a protected serine derivative enabling efficient peptide synthesis. The Fmoc group provides orthogonal protection for the amine, while the propargyloxycarbonyl (Poc) moiety offers stable, cleavable O-protection compatible with standard deprotection conditions. This bifunctional protection supports sequential coupling strategies in solid-phase peptide synthesis and facilitates incorporation of serine residues with high fidelity and minimal epimerization.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 84.86
LogP 2.6281
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Serine and derivatives

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(prop-2-yn-1-yl)-l-serine

CAS No. 1354752-75-2

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